benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

Base Information

Chemical Name:benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate
CAS No.:1620676-78-9
Molecular Formula:C₂₀H₁₉BrN₆O₂
Molecular Weight:455.314
Hs Code.:

Synonyms:benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

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Chemical Property of benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

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Technology Process of benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

There total 10 articles about benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 1620676-76-7
benzyl 4-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

: 1620676-78-9
benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

Guidance literature:: With ammonium hydroxide; In isopropyl alcohol; at 100 ℃; for 12h; Sealed tube;

Reference yield:

: 55-22-1
pyridine-4-carboxylic acid

: 1620676-78-9
benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: sulfuric acid / 15 h / 80 °C

2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 12 h / Cooling with ice

3: platinum(IV) oxide; hydrogen; hydrogenchloride / methanol / 22 h / 2844.39 Torr

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 13 °C

5: thionyl chloride; pyridine / 12 h / 0 - 13 °C

6: lithium hydroxide monohydrate; water / tetrahydrofuran / 13 h / 13 °C

7: triethylamine; HATU / dichloromethane / 12 h / 13 °C

8: trichlorophosphate; N,N-dimethyl-formamide / acetonitrile / 10 h / 0 - 17 °C

9: N-Bromosuccinimide / acetonitrile / 1 h / 15 °C

10: ammonium hydroxide / isopropyl alcohol / 12 h / 100 °C / Sealed tube

With pyridine; hydrogenchloride; ferrous(II) sulfate heptahydrate; platinum(IV) oxide; ammonium hydroxide; N-Bromosuccinimide; thionyl chloride; lithium hydroxide monohydrate; sulfuric acid; water; hydrogen; dihydrogen peroxide; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; acetonitrile;

Reference yield:

: 1570-45-2
isonicotinic acid ethylester

: 1620676-78-9
benzyl 4-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-2-cyanopiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 12 h / Cooling with ice

2: platinum(IV) oxide; hydrogen; hydrogenchloride / methanol / 22 h / 2844.39 Torr

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 13 °C

4: thionyl chloride; pyridine / 12 h / 0 - 13 °C

5: lithium hydroxide monohydrate; water / tetrahydrofuran / 13 h / 13 °C

6: triethylamine; HATU / dichloromethane / 12 h / 13 °C

7: trichlorophosphate; N,N-dimethyl-formamide / acetonitrile / 10 h / 0 - 17 °C

8: N-Bromosuccinimide / acetonitrile / 1 h / 15 °C

9: ammonium hydroxide / isopropyl alcohol / 12 h / 100 °C / Sealed tube

With pyridine; hydrogenchloride; ferrous(II) sulfate heptahydrate; platinum(IV) oxide; ammonium hydroxide; N-Bromosuccinimide; thionyl chloride; lithium hydroxide monohydrate; sulfuric acid; water; hydrogen; dihydrogen peroxide; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; acetonitrile;